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Proceeding Paper

Use of Triphenylphosphine-Bromotrichloromethane (PPh3-BrCCl3) in the Preparation of Acylhydrazines, N-Methylamides, Anilides and N-Arylmaleimides From Carboxylic Acids †

by
Abdullah Al-Hemyari
,
Areej Hashim
,
Muna Bufaroosha
and
Thies Thiemann
*
Department of Chemistry, College of Science, United Arab Emirates University, PO Box 15551 Al Ain, UAE
*
Author to whom correspondence should be addressed.
†
Presented at the 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November 2019–15 December 2019; Available online: https://ecsoc-23.sciforum.net/.
Proceedings 2019, 41(1), 4; https://doi.org/10.3390/ecsoc-23-06460
Published: 14 November 2019
(This article belongs to the Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry)
Versions Notes

Abstract

In certain countries, many of the reagents used to transform carboxylic acids to acyl halides such as phosphorus trichloride, phosphorus tribromide, phosphorus pentachloride, phosphoryl chloride, thionyl chloride and sulfuryl chloride are difficult to come by. Against this background, the authors developed the reaction system triphenylphosphine (PPh3)–bromotrichloromethane (BrCCl3) to prepare acyl halides in situ. In the following, the use of this reagent combination is joined with the reaction of the in situ prepared acyl halides with nitrogen nucleophiles, specifically with hydrazines, methylamine and anilines. The reaction is also used in an intramolecular variant by the reaction of maleanilic acids to N-arylmaleimides.
Keywords: appel-type reaction; N-arylmaleimides; acylhydrazines; anilides appel-type reaction; N-arylmaleimides; acylhydrazines; anilides

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MDPI and ACS Style

Al-Hemyari, A.; Hashim, A.; Bufaroosha, M.; Thiemann, T. Use of Triphenylphosphine-Bromotrichloromethane (PPh3-BrCCl3) in the Preparation of Acylhydrazines, N-Methylamides, Anilides and N-Arylmaleimides From Carboxylic Acids. Proceedings 2019, 41, 4. https://doi.org/10.3390/ecsoc-23-06460

AMA Style

Al-Hemyari A, Hashim A, Bufaroosha M, Thiemann T. Use of Triphenylphosphine-Bromotrichloromethane (PPh3-BrCCl3) in the Preparation of Acylhydrazines, N-Methylamides, Anilides and N-Arylmaleimides From Carboxylic Acids. Proceedings. 2019; 41(1):4. https://doi.org/10.3390/ecsoc-23-06460

Chicago/Turabian Style

Al-Hemyari, Abdullah, Areej Hashim, Muna Bufaroosha, and Thies Thiemann. 2019. "Use of Triphenylphosphine-Bromotrichloromethane (PPh3-BrCCl3) in the Preparation of Acylhydrazines, N-Methylamides, Anilides and N-Arylmaleimides From Carboxylic Acids" Proceedings 41, no. 1: 4. https://doi.org/10.3390/ecsoc-23-06460

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